Resmethrin

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  • Identifiers

    CAS number
    10453-86-8

    Molecular formula
    C22H26O3

    SMILES
    CC(=CC1C(C1(C)C)C(=O)OCC2=COC(=C2)CC3=CC=CC=C3)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Floral 61.24%
    Fruity 59.97%
    Rose 41.12%
    Sweet 40.11%
    Herbal 35.02%
    Balsamic 34.11%
    Green 31.73%
    Honey 30.56%
    Woody 29.89%
    Fresh 28.57%

    Scent© AI

  • Properties

    XLogP3-AA
    6.1

    pKa est.
    6.861851

    Molecular weight
    338.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 56.5 °C (pure (1-RS)-trans isomer)
    • Mp: 43-48 °C (isomeric mixture with 20-30% cis and 80-70% trans)
    • 43-48 °C

    Boiling point

    • Decomposes at >180 °C

    Flash point est.
    153.7 ˚C

    Solubility expt.

    • Very sol in xylene and aromatic petroleum hydrocarbons; solubility in kerosene 10%
    • Insol in water at 25 °C; methylene chloride at 25 °C: greater than 50% wt/wt; in acetone at 25 °C: greater than 50% wt/wt; in ethanol and isopropanol 8 and 7%, /respectively/
    • In water, 0.0379 mg/L at 25 °C
    • Solubility in water: none

  • Synonyms

    • resmethrin
    • 10453-86-8
    • For-syn
    • Benzofuroline
    • Benzyfuroline
    • Penncapthrin
    • Chrysron
    • Crossfire
    • Enforcer
    • Isathrine
    • Premgard
    • Pyresthrin
    • Resmethrine
    • Synthrin
    • Chryson
    • Scourge
    • Resmethrin [ANSI]
    • Resmetrina
    • SB Pennick 1382
    • Caswell No. 083E
    • Penick 1382
    • Resmetrina [Portuguese]
    • ARI-B
    • Resmethrin [ISO]
    • Resmethrine [ISO-French]
    • S.B. Penick 1382
    • 5-Benzylfurfuryl chrysanthemate
    • Bioresmethrin (d trans isomer)
    • CCRIS 2501
    • NRDC 104
    • HSDB 1516
    • OMS-1206
    • SBP-1382
    • EINECS 233-940-7
    • ENT 27474
    • FMC 17370
    • NIA 17370
    • Durekyl (TN)
    • Ectokyl (TN)
    • EPA Pesticide Chemical Code 097801
    • NSC 195022
    • CHEBI:8811
    • DTXSID7022253
    • AI3-27474
    • Benzofuroline; Isathrine
    • Z6PN6KTG4K
    • 5-Benzyl-3-furylmethyl(+-)-cis,trans-chrysanthemate
    • Resbuthrin
    • 5-Benzyl-3-furylmethyl (+-)-cis-trans-chrysanthemate
    • 5-Benzyl-3-furylmethyl (1RS)-cis,trans-chrysanthemate
    • Dimethyl 3-(2-methyl-1-propenyl)cyclopropanecarboxylate
    • DTXCID302253
    • 5-Benzyl-3-furylmethyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
    • d-trans-Resmethrin
    • (5-Benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
    • Resmethrin (ANSI)
    • (5-(Phenylmethyl)-3-furanyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
    • (5-Benzyl-3-furyl) methyl-2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylate
    • (5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
    • (5-Phenylmethyl-3-furan)methyl-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropane carboxylate
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, (5-benzyl-3-furyl)methyl ester
    • (5-(Phenylmethyl)-3-furanyl)methyl 2,2-dimethyl-3-furylmethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate
    • 5-Benzyl-3-furylmethyl (1RS)-cis-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (5-(phenylmethyl)-3-furanyl)methyl ester
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, (4-(2-benzyl)furyl) methyl ester
    • Resmethrin 10 microg/mL in Cyclohexane
    • Resmethrine (ISO-French)
    • (5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
    • Combat White Fly Insecticide
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, [5-(phenylmethyl)-3-furanyl]methyl ester
    • RESMETRINA (PORTUGUESE)
    • 5-Benzyl-3-furylmethyl (+-)-cis,trans-chrysanthemate
    • (5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
    • (5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (5-(phenylmethyl)-3-furanyl)methyl ester, (1R-trans)-
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, [5-(phenylmethyl)-3-furanyl]methyl ester, (1R-trans)-
    • CAS-10453-86-8
    • 5-Benzyl-3-furylmethyl(+)-trans-chrysanthemate
    • Penick SBP 1382
    • UNII-Z6PN6KTG4K
    • Durekyl
    • Ectokyl
    • Pyretherm
    • Forsyn
    • Syntox
    • Biobenzylfuroline
    • D-Resmethrin
    • Sun-Bugger
    • NCGC00163786-03
    • Sun-Bugger 4
    • 1S, cis-Resmethrin
    • BENZYLFUROLINE
    • Whitmire PT-110
    • RESMETHRIN [MI]
    • Raid flying insect killer
    • RESMETHRIN [INCI]
    • RESMETHRIN TECHNICAL
    • SCHEMBL27565
    • 5Benzylfurfuryl chrysanthemate
    • MLS004712088
    • 5Benzyl3furylmethyl (1RS,3RS
    • CHEMBL1879822
    • VEMKTZHHVJILDY-UHFFFAOYSA-
    • OMS1206
    • SBP1382
    • SBP 1382
    • Tox21_202138
    • Tox21_300920
    • HSCI1_000127
    • AKOS003390748
    • (5-benzyl-3-furyl)methyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropemecarboxylate
    • USEPA/OPP Pesticide Code: 097801
    • (5-Benzyl-3-furyl)methyl chrysanthemate
    • NCGC00163786-01
    • NCGC00163786-02
    • NCGC00163786-04
    • NCGC00163786-05
    • NCGC00254823-01
    • NCGC00259687-01
    • (5-(Phenylmethyl)-3-furanyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate (9CI)
    • (5-(Phenylmethyl)-3-furanyl)methyl-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (5-(phenylmethyl)-3-furanyl)methyl ester, cis,trans-(+/-)-
    • SMR000778072
    • 5-(PHENYLMETHYL)-3-FURANYL)METHYL
    • 5Benzyl3furylmethyl (+)cistranschrysanthemate
    • 5Benzyl3furylmethyl(+)cis,transchrysanthemate
    • NS00009121
    • Resmethrin, PESTANAL(R), analytical standard

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 89.25
    methanol 48.66
    isopropanol 74.53
    water 0.02
    ethyl acetate 154.92
    n-propanol 92.76
    acetone 200.14
    n-butanol 92.28
    acetonitrile 62.26
    DMF 198.13
    toluene 100.3
    isobutanol 79.17
    1,4-dioxane 199.65
    methyl acetate 151.4
    THF 505.75
    2-butanone 255.5
    n-pentanol 76.65
    sec-butanol 91.43
    n-hexane 4.09
    ethylene glycol 8.6
    NMP 164.56
    cyclohexane 5.79
    DMSO 116.53
    n-butyl acetate 116.72
    n-octanol 38.91
    chloroform 631.44
    n-propyl acetate 126.54
    acetic acid 86.34
    dichloromethane 482.5
    cyclohexanone 245.12
    propylene glycol 32.65
    isopropyl acetate 129.21
    DMAc 315.84
    2-ethoxyethanol 158.69
    isopentanol 101.27
    n-heptane 3.05
    ethyl formate 67.66
    1,2-dichloroethane 261.74
    n-hexanol 75.89
    2-methoxyethanol 183.68
    isobutyl acetate 112.67
    tetrachloromethane 26.11
    n-pentyl acetate 88.91
    transcutol 470.65
    n-heptanol 44.7
    ethylbenzene 54.79
    MIBK 156.96
    2-propoxyethanol 214.16
    tert-butanol 86.06
    MTBE 129.09
    2-butoxyethanol 125.06
    propionic acid 70.46
    o-xylene 44.4
    formic acid 19.75
    diethyl ether 111.4
    m-xylene 57.98
    p-xylene 64.35
    chlorobenzene 134.59
    dimethyl carbonate 69.45
    n-octane 1.9
    formamide 34.81
    cyclopentanone 309.39
    2-pentanone 197.61
    anisole 137.41
    cyclopentyl methyl ether 167.46
    gamma-butyrolactone 249.02
    1-methoxy-2-propanol 196.35
    pyridine 208.68
    3-pentanone 142.51
    furfural 186.1
    n-dodecane 2.26
    diethylene glycol 109.82
    diisopropyl ether 32.18
    tert-amyl alcohol 95.55
    acetylacetone 201.5
    n-hexadecane 2.66
    acetophenone 134.51
    methyl propionate 137.69
    isopentyl acetate 136.88
    trichloroethylene 596.82
    n-nonanol 39.64
    cyclohexanol 78.28
    benzyl alcohol 108.16
    2-ethylhexanol 50.65
    isooctanol 45.05
    dipropyl ether 56.6
    1,2-dichlorobenzene 116.92
    ethyl lactate 71.45
    propylene carbonate 133.84
    n-methylformamide 64.64
    2-pentanol 70.18
    n-pentane 3.33
    1-propoxy-2-propanol 140.45
    1-methoxy-2-propyl acetate 183.64
    2-(2-methoxypropoxy) propanol 141.01
    mesitylene 25.85
    ε-caprolactone 209.78
    p-cymene 28.81
    epichlorohydrin 513.55
    1,1,1-trichloroethane 196.46
    2-aminoethanol 35.92
    morpholine-4-carbaldehyde 220.84
    sulfolane 229.84
    2,2,4-trimethylpentane 5.38
    2-methyltetrahydrofuran 280.54
    n-hexyl acetate 122.78
    isooctane 3.23
    2-(2-butoxyethoxy)ethanol 175.27
    sec-butyl acetate 107.58
    tert-butyl acetate 144.46
    decalin 6.25
    glycerin 43.97
    diglyme 300.87
    acrylic acid 58.47
    isopropyl myristate 44.56
    n-butyric acid 126.93
    acetyl acetate 87.1
    di(2-ethylhexyl) phthalate 55.33
    ethyl propionate 112.93
    nitromethane 165.73
    1,2-diethoxyethane 136.76
    benzonitrile 97.7
    trioctyl phosphate 33.52
    1-bromopropane 146.52
    gamma-valerolactone 361.81
    n-decanol 27.67
    triethyl phosphate 45.43
    4-methyl-2-pentanol 56.01
    propionitrile 81.98
    vinylene carbonate 113.73
    1,1,2-trichlorotrifluoroethane 245.69
    DMS 117.05
    cumene 36.16
    2-octanol 30.92
    2-hexanone 149.4
    octyl acetate 58.09
    limonene 37.9
    1,2-dimethoxyethane 246.07
    ethyl orthosilicate 46.12
    tributyl phosphate 40.28
    diacetone alcohol 171.4
    N,N-dimethylaniline 82.23
    acrylonitrile 92.68
    aniline 106.09
    1,3-propanediol 69.78
    bromobenzene 145.58
    dibromomethane 270.97
    1,1,2,2-tetrachloroethane 441.97
    2-methyl-cyclohexyl acetate 88.93
    tetrabutyl urea 55.48
    diisobutyl methanol 32.59
    2-phenylethanol 114.63
    styrene 62.23
    dioctyl adipate 69.08
    dimethyl sulfate 98.0
    ethyl butyrate 83.59
    methyl lactate 79.39
    butyl lactate 79.28
    diethyl carbonate 54.89
    propanediol butyl ether 96.64
    triethyl orthoformate 67.07
    p-tert-butyltoluene 26.21
    methyl 4-tert-butylbenzoate 118.5
    morpholine 271.1
    tert-butylamine 43.9
    n-dodecanol 19.91
    dimethoxymethane 203.56
    ethylene carbonate 92.07
    cyrene 128.12
    2-ethoxyethyl acetate 163.75
    2-ethylhexyl acetate 102.76
    1,2,4-trichlorobenzene 151.79
    4-methylpyridine 219.56
    dibutyl ether 51.37
    2,6-dimethyl-4-heptanol 32.59
    DEF 143.72
    dimethyl isosorbide 212.49
    tetrachloroethylene 183.09
    eugenol 111.63
    triacetin 148.69
    span 80 100.9
    1,4-butanediol 32.38
    1,1-dichloroethane 255.68
    2-methyl-1-pentanol 88.6
    methyl formate 51.23
    2-methyl-1-butanol 94.89
    n-decane 4.0
    butyronitrile 91.86
    3,7-dimethyl-1-octanol 48.62
    1-chlorooctane 28.58
    1-chlorotetradecane 10.4
    n-nonane 3.18
    undecane 2.87
    tert-butylcyclohexane 6.33
    cyclooctane 2.13
    cyclopentanol 82.34
    tetrahydropyran 210.87
    tert-amyl methyl ether 106.49
    2,5,8-trioxanonane 186.43
    1-hexene 30.93
    2-isopropoxyethanol 133.32
    2,2,2-trifluoroethanol 33.32
    methyl butyrate 135.12

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction